94 research outputs found
Pd-catalyzed decarbonylative Heck olefination of aromatic carboxylic acids activated in situ with di-tert-butyl dicarbonate
The first protocol for a direct Heck olefination of aromatic carboxylic acids has been developed. By treatment with commercially available di-tert-butyl dicarbonate, the carboxylic acids are converted in situ into the mixed anhydrides, which in the presence of a palladium catalyst react with olefins to give styrene derivatives. As by-products, only volatile CO and CO2, along with tert-butanol are formed, making the work-up of the reaction products particuarly easy. A mixture of PdCl2, LiCl and gamma-picoline was identified to be the most effective catalyst system
New Pd-catalyzed selective reduction of carboxylic acids to aldehydes
A catalyst generated in situ from palladium acetate and tricyclohexylphosphine efficiently catalyzes the reduction of carboxylic acids with sodium hypophosphite in the presence of pivalic anhydride to give aldehydes with high selectivity. The low cost and convenient handling of the reagents makes this process a valuable alternative to hydrogenations and metal hydride reductions
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